US1829583A - Process of removing finish coatings - Google Patents
Process of removing finish coatings Download PDFInfo
- Publication number
- US1829583A US1829583A US317477A US31747728A US1829583A US 1829583 A US1829583 A US 1829583A US 317477 A US317477 A US 317477A US 31747728 A US31747728 A US 31747728A US 1829583 A US1829583 A US 1829583A
- Authority
- US
- United States
- Prior art keywords
- coatings
- ethyl
- finish coatings
- benzene
- ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000005002 finish coating Substances 0.000 title description 5
- 238000000034 method Methods 0.000 title description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 239000002904 solvent Substances 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 150000004996 alkyl benzenes Chemical class 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 150000001555 benzenes Chemical class 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 229940031098 ethanolamine Drugs 0.000 description 3
- -1 hydroxyalkyl amines Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 150000005194 ethylbenzenes Chemical class 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
- LXSMILGNHYBUCG-UHFFFAOYSA-N 1,2,3,4,5,6-hexaethylbenzene Chemical compound CCC1=C(CC)C(CC)=C(CC)C(CC)=C1CC LXSMILGNHYBUCG-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical class CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000006203 ethylation Effects 0.000 description 1
- 238000006200 ethylation reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000266 injurious effect Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical class [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D9/00—Chemical paint or ink removers
- C09D9/005—Chemical paint or ink removers containing organic solvents
Definitions
- finish removers which, as is well known, are compositions intended for the removal of coatings produced with paint, lacquer, Varnish, enamel or the like.
- finish removers are compositions intended for the removal of coatings produced with paint, lacquer, Varnish, enamel or the like.
- a wide variety of substances are encountered in such coatings, including oxidized oils, natural and synthetic ms and resins, and cellulose esters.
- a finis remover should contain an active solvent for as many as possible of such substances; should not be so. volatile as to evaporate before it has finished its work; and should be non-injurious to theuser .and to the materials from which coatings are to be removed.-
- W e have found that benzene derivatives having side chains containing a plurality of carbon atoms possess the solvent properties and high boiling points desirable in finishremoving solvents.
- alkyl groups present in the compound, as in the case of ethyl toluene.
- a benzene derivative of suitable boiling point for the work at hand may be selected from those available. the case of the ethyl benzenes the boiling point increases with the degree of ethylation from 135 C. for monoethyl benzene to about 300 C. for hexaethyl benzene.
- the finish to be removed contains a cellulose ester
- a glycol derivative which is an ether which is an ether.
- these derivatives we wish to mention specificallv (a) the ethyl ether of ethylene glycol, HOCH CH OC H (b) the acetate of the ethyl ether of ethylene glycol, CH COOCH OH OC H (c) tripropylene glycol, Hoo.H.oo.H.0o.H.oH; (d) the homologues of compounds (a) (b) and (a); and (e) the ethers and esters Whichare related to the polyglycols in the same way that compounds (a) and (b) are related to the simple glycols.
- all the compounds enumerated above contain at least one ether linkage. They are, generally speaking, solvents for cellulose esters, have Thus in Application filed November 5, 1928. Serial No. 317,477.
- hydroxyalkyl groups may unite with an ammonia molecule, for example Nmomonzon onaornon H omomon /cmomon NYCHzOHzOH CHgCHzOH Any of the foregoing may be used as well as the corresponding derivatives of'other alcohols. The latter may be produced by using another olefine oxide in place of theethylene oxide.
- hydroxyalkyl amines -
- the complete finish remover may of course contain any of the usual diluents, or cheaper and less active solvents, or additions for modifying the volatility, color, odor or other property.
- Ethanol is a typical auxiliary solvent often used and is a useful addition to many of the compositions of my invention.
- the .addition of a wax for example 1% to 5% of parafline, ozokerite, or beeswax, may be employed to diminish the fluidity of the composition.
- the wax may be dissolved in the aromatic hydrocarbon constituentI by heating and stirring, and the solution, preferably after cooling, may be mixed with the other ingredients.
- compositions contain 10% to 75% of benzene derivative having a side chain with a plurality of carbon atoms. They may also contain 5% to 7 5% of ether glycol derivative, and 1% to 10% of hydroxyalkyl amine, and may or may and auxiliary solvents.
- the step of disintegrating the coating by attacking an organic constituent thereof with a solvent containing an ethanol amine and an alkyl benzene having a side chain with a plurality of carbon atoms.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Paints Or Removers (AREA)
Description
Patented Oct. 27, 1931 JOSEPH G. DAVIDSON, OF YONKERS, NEW YORK, AND ERNEST W. REID, OF PITTSBURGH, IENNSYLVANIA, ASSIGNORS TO CARBIDE AND CARBON CHEMICALS CORPORATION,
A CORPORATION OF NEW YORK PROCESS OF REMOVING FINISH COATINGS No Drawing.
The invention relates to finish removers which, as is well known, are compositions intended for the removal of coatings produced with paint, lacquer, Varnish, enamel or the like. A wide variety of substances are encountered in such coatings, including oxidized oils, natural and synthetic ms and resins, and cellulose esters. A finis remover should contain an active solvent for as many as possible of such substances; should not be so. volatile as to evaporate before it has finished its work; and should be non-injurious to theuser .and to the materials from which coatings are to be removed.-
W e have found that benzene derivatives having side chains containing a plurality of carbon atoms possess the solvent properties and high boiling points desirable in finishremoving solvents. The ethyl benzenes, in
which the side-chain or chains contain only two carbon atoms, give good results, but the propyl, isopropyl, butyl and higher alkyl benzenes are also included in the invention. There may of course be different alkyl groups present in the compound, as in the case of ethyl toluene. A benzene derivative of suitable boiling point for the work at hand may be selected from those available. the case of the ethyl benzenes the boiling point increases with the degree of ethylation from 135 C. for monoethyl benzene to about 300 C. for hexaethyl benzene.
In some cases, particularly where the finish to be removed contains a cellulose ester, it is desirable to include in the finish-removing composition a glycol derivative which is an ether. Among these derivatives we wish to mention specificallv (a) the ethyl ether of ethylene glycol, HOCH CH OC H (b) the acetate of the ethyl ether of ethylene glycol, CH COOCH OH OC H (c) tripropylene glycol, Hoo.H.oo.H.0o.H.oH; (d) the homologues of compounds (a) (b) and (a); and (e) the ethers and esters Whichare related to the polyglycols in the same way that compounds (a) and (b) are related to the simple glycols. It will be noted that all the compounds enumerated above contain at least one ether linkage. They are, generally speaking, solvents for cellulose esters, have Thus in Application filed November 5, 1928. Serial No. 317,477.
known, by the action of ethylene oxide on ammonia. One, two, or three hydroxyalkyl groups may unite with an ammonia molecule, for example Nmomonzon onaornon H omomon /cmomon NYCHzOHzOH CHgCHzOH Any of the foregoing may be used as well as the corresponding derivatives of'other alcohols. The latter may be produced by using another olefine oxide in place of theethylene oxide. Instead of the hydroxyalkyl amines,-
we may use their salts or esters, for example the oleates and stearates.
The complete finish remover may of course contain any of the usual diluents, or cheaper and less active solvents, or additions for modifying the volatility, color, odor or other property. Ethanol is a typical auxiliary solvent often used and is a useful addition to many of the compositions of my invention. The .addition of a wax, for example 1% to 5% of parafline, ozokerite, or beeswax, may be employed to diminish the fluidity of the composition. The wax may be dissolved in the aromatic hydrocarbon constituentI by heating and stirring, and the solution, preferably after cooling, may be mixed with the other ingredients.
The following specific mixtures have given good results:
I. Ethyl benzene27%, ethanol 27%, butyl ether of ethylene glycol 14%, triethanol' amino 5%, acetate of ethyl ether of ethylene III. Mixtureof alkyl benzenes consisting chiefly of ethyl and isopropyl benzenes 55%, ethanol 42%, triethanol amine 3%.
Our preferred compositions contain 10% to 75% of benzene derivative having a side chain with a plurality of carbon atoms. They may also contain 5% to 7 5% of ether glycol derivative, and 1% to 10% of hydroxyalkyl amine, and may or may and auxiliary solvents.
We claim not contain diluents 1. In a process of removing finish coatings from surfaces, the step of disintegrating the coating by attacking an organic constituent thereof with a solvent contaming an ethanol amine and ethyl benzene.
2. In a process of removing finish coatings from surfaces, the step of disintegrating the coating by attacking an organic constituent thereof with a solvent containing an ethanol amine and an alkyl benzene having a side chain with a plurality of carbon atoms.
3. In a process of removing finish coatings from surfaces, the step of disintegrating the coating by attacking an organic constituent thereof with a solvent containing an ethanol amine, a glycol ether, and an alkyl benzene having a side chain with a plurality. of carbon atoms. I
In testimony whereof, I affix my signature.
' JOSEPH G. DAVIDSON.
whereof, I aflix my signature.
In testimony ERNEST W. REID.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US317477A US1829583A (en) | 1928-11-05 | 1928-11-05 | Process of removing finish coatings |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US317477A US1829583A (en) | 1928-11-05 | 1928-11-05 | Process of removing finish coatings |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1829583A true US1829583A (en) | 1931-10-27 |
Family
ID=23233832
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US317477A Expired - Lifetime US1829583A (en) | 1928-11-05 | 1928-11-05 | Process of removing finish coatings |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1829583A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2443173A (en) * | 1945-04-20 | 1948-06-15 | Turco Products Inc | Paint remover |
| US2750343A (en) * | 1952-04-12 | 1956-06-12 | Adolph J Beber | Paint brush cleaner |
| US3216945A (en) * | 1962-08-07 | 1965-11-09 | Mankowich Abraham | Paint remover for non-ferrous metal parts |
| US3446620A (en) * | 1965-03-18 | 1969-05-27 | Addressograph Multigraph | Process for developing diazotype materials |
| US3998654A (en) * | 1974-01-28 | 1976-12-21 | Minnesota Mining And Manufacturing Company | Method of removing adhesive |
| US4617251A (en) * | 1985-04-11 | 1986-10-14 | Olin Hunt Specialty Products, Inc. | Stripping composition and method of using the same |
| US4770713A (en) * | 1986-12-10 | 1988-09-13 | Advanced Chemical Technologies, Inc. | Stripping compositions containing an alkylamide and an alkanolamine and use thereof |
| US6235694B1 (en) | 2000-06-26 | 2001-05-22 | Pentagonal Holdings, Inc. | Latex paint remover |
-
1928
- 1928-11-05 US US317477A patent/US1829583A/en not_active Expired - Lifetime
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2443173A (en) * | 1945-04-20 | 1948-06-15 | Turco Products Inc | Paint remover |
| US2750343A (en) * | 1952-04-12 | 1956-06-12 | Adolph J Beber | Paint brush cleaner |
| US3216945A (en) * | 1962-08-07 | 1965-11-09 | Mankowich Abraham | Paint remover for non-ferrous metal parts |
| US3446620A (en) * | 1965-03-18 | 1969-05-27 | Addressograph Multigraph | Process for developing diazotype materials |
| US3998654A (en) * | 1974-01-28 | 1976-12-21 | Minnesota Mining And Manufacturing Company | Method of removing adhesive |
| US4617251A (en) * | 1985-04-11 | 1986-10-14 | Olin Hunt Specialty Products, Inc. | Stripping composition and method of using the same |
| US4770713A (en) * | 1986-12-10 | 1988-09-13 | Advanced Chemical Technologies, Inc. | Stripping compositions containing an alkylamide and an alkanolamine and use thereof |
| US6235694B1 (en) | 2000-06-26 | 2001-05-22 | Pentagonal Holdings, Inc. | Latex paint remover |
| US6797077B2 (en) | 2000-06-26 | 2004-09-28 | Pentagonal Holdings, Inc. | Latex paint remover |
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